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Holiday Villas with Pool in Italy

Below you will find our entire range of Italian holiday villas with pool. To narrow down the list, you can select the number of persons, and additional amenities (private pool, child safe pool, heated pool, near the beach, etc.). Don’t forget to click the search button.

Pera 3
Borgo di Pietrafitta

Pera 3

Ground floor apartment on a piazzetta

The Casa Pera is an ancient building whithin the hamlet, formerly used as lodging and warehouse. It has been cleverly converted into 4 separate units and decorated ...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 1146.00 €

4 2 1 Pool Internet Access Florence 47km
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Dario 3
Borgo di Pietrafitta

Dario 3

The former stables of the farm

This farm used to house the sharecroppers who lived on the estate to tend the land and the animals. 5 families used to live here originally, 5 holiday apartments ar...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 1313.00 €

4 2 2 Pool Internet Access Florence 47km
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Ringoni
Via del Pellegrino

Ringoni

Tuscan farmhouse holiday rental with heated pool in the Val d'Orcia

A charming 300 years old stone farmhouse, lying high up in the Orcia valley, facing south-west with a stunning view over hills of what is considered one of the most...

Key activities:

cultural sightseeing,winemaking area, spas, hiking, mountain biking

As from 3750.00 €

10 5 4 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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Livietta
Cetona

Livietta

A romantic cottage in Tuscany in walking distance of a village

Situated on the fringes of the splendid hilltop village of Cetona, this carefully restored one-bedroom cottage is the ideal base for a romantic getaway in Tuscany...

Key activities:

touring towns, cultural sightseeing, visiting wine producers, spa treatments, hiking, biking, golf, watersports

As from 1035.00 €

2 1 1 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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Villa Tombolino
Tombolino Bolgheri

Villa Tombolino

Elegant beachfront villa on the famous Bolgheri coastline

Unspoilt beaches fringed with dunes are backed by hillsides covered in Mediterranean scrub and olive groves, crested by charming hill-top villages. The reclaimed fl...

Key activities:

direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns

As from 9340.00 €

12 6 6 Pool Internet Access Pisa airport 67 km (under one hour)
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Casa di Maria
La Montecchia

Casa di Maria

Vacation rental with pool on wine estate near Venice

The two-storied Casa di Maria lies in one of the outhouses of the estate with a wonderful view onto the castle. The small garden belonging to the house - a lawn wit...

Key activities:

Visit the wine estate, cultural sightseeing, golf, tennis, retaurant with a Michelin star, wine producing area

As from 560.00 €

4 2 1 Pool Internet Access Venice airport: 60 km
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Casa dell’Ambasciatore
Vivo d'Orcia

Casa dell’Ambasciatore

2 BR Cottage in Southern Tuscany, village in walking distance

Casa dell’Ambasciatore is a charming country house standing on its own on the edge of the hamlet, surrounded by a garden and wide stretching views onto open field...

Key activities:

cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature

As from 1050.00 €

4 2 2 Pool Internet Access Florence: 150 km
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San Savino
Murlo

San Savino

Elegant villa with pool and views near Perugia in Umbria

A luxury villa newly refurbished and providing comfortable accommodation for 8 to enjoy a relaxing retreat in the center of one of the most beautiful private natur...

Key activities:

Sightseeing, golf, swimming, walks, discover restaurants, wine tasting, fishing, mountain-biking

As from 3800.00 €

8 4 4 Pool Internet Access Perugia: 33 km
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Casaccia
La Foce

Casaccia

Artist’s abode flooded with light and colours

La Casaccia belongs to the son of one of the owners. He has transformed the former stables of his house into a comfortable house with 3 bedrooms and 3 bathrooms. He...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 2000.00 €

6 3 3 Pool Internet Access Florence: 150 km
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Guardia 2
Borgo di Pietrafitta

Guardia 2

The estate's former school

Until the 1930's this space served as schoolroom for the children growing up on the estate. External stairs lead up to the first floor. A large and high-ceilinged l...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 1164.00 €

4 2 2 Pool Internet Access Florence 47km
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